# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_pal
_database_code_depnum_ccdc_archive 'CCDC 1060354'

_audit_update_record             
;
2015-04-20 deposited with the CCDC.
2015-11-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H32 N2 O4 Pd'
_chemical_formula_sum            'C22 H32 N2 O4 Pd'
_chemical_formula_weight         494.90

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pna21

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   10.6350(14)
_cell_length_b                   6.8380(7)
_cell_length_c                   33.586(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2442.4(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    1206
_cell_measurement_theta_min      0.41
_cell_measurement_theta_max      30.03

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          .23
_exptl_crystal_size_mid          .11
_exptl_crystal_size_min          .09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1024
_exptl_absorpt_coefficient_mu    0.786
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  .84
_exptl_absorpt_correction_T_max  .94
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6448
_diffrn_reflns_av_R_equivalents  0.0725
_diffrn_reflns_av_sigmaI/netI    0.0685
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         2.43
_diffrn_reflns_theta_max         21.96
_reflns_number_total             2567
_reflns_number_gt                1716
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+11.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.31(11)
_refine_ls_number_reflns         2567
_refine_ls_number_parameters     260
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0979
_refine_ls_R_factor_gt           0.0583
_refine_ls_wR_factor_ref         0.1071
_refine_ls_wR_factor_gt          0.0947
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_restrained_S_all      1.122
_refine_ls_shift/su_max          0.066
_refine_ls_shift/su_mean         0.014

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.12180(7) 0.4994(2) 0.27687(12) 0.0428(3) Uani 1 1 d . . .
O1 O 0.2216(8) 0.6348(13) 0.3200(3) 0.049(3) Uani 1 1 d . . .
O2 O 0.3989(8) 0.5194(15) 0.2959(3) 0.060(3) Uani 1 1 d . . .
O3 O 0.0229(8) 0.3658(13) 0.2334(3) 0.049(3) Uani 1 1 d . . .
O4 O -0.1576(6) 0.4825(15) 0.2588(3) 0.045(3) Uani 1 1 d . . .
N1 N 0.1031(12) 0.7738(17) 0.2525(4) 0.039(5) Uani 1 1 d . . .
H1A H 0.0490 0.8398 0.2681 0.051 Uiso 1 1 calc R . .
H1B H 0.1782 0.8331 0.2551 0.051 Uiso 1 1 calc R . .
N2 N 0.1391(12) 0.223(2) 0.3007(4) 0.054(6) Uani 1 1 d . . .
H2A H 0.0652 0.1616 0.2971 0.070 Uiso 1 1 calc R . .
H2B H 0.1967 0.1587 0.2861 0.070 Uiso 1 1 calc R . .
C1 C 0.3386(14) 0.615(2) 0.3200(4) 0.040(4) Uiso 1 1 d . . .
C2 C 0.4094(18) 0.722(3) 0.3538(7) 0.087(7) Uani 1 1 d . . .
H1 H 0.3962 0.6541 0.3785 0.130 Uiso 1 1 calc R . .
H2 H 0.3783 0.8535 0.3562 0.130 Uiso 1 1 calc R . .
H3 H 0.4977 0.7253 0.3479 0.130 Uiso 1 1 calc R . .
C3 C -0.1005(17) 0.3832(19) 0.2348(5) 0.052(4) Uani 1 1 d . . .
C4 C -0.1615(13) 0.267(2) 0.2030(7) 0.059(6) Uani 1 1 d . . .
H4 H -0.1542 0.1307 0.2091 0.089 Uiso 1 1 calc R . .
H5 H -0.1210 0.2941 0.1780 0.089 Uiso 1 1 calc R . .
H6 H -0.2487 0.3026 0.2013 0.089 Uiso 1 1 calc R . .
C5 C 0.0609(14) 0.806(3) 0.2100(6) 0.065(5) Uani 1 1 d . . .
H16 H -0.0184 0.7391 0.2055 0.078 Uiso 1 1 calc R . .
H17 H 0.0481 0.9443 0.2053 0.078 Uiso 1 1 calc R . .
C8 C 0.2175(18) 0.692(4) 0.1095(6) 0.088(7) Uani 1 1 d . . .
C9 C 0.274(2) 0.841(4) 0.0881(7) 0.119(8) Uani 1 1 d . . .
H11 H 0.2481 0.9697 0.0922 0.143 Uiso 1 1 calc R . .
C10 C 0.369(2) 0.802(4) 0.0604(8) 0.114(9) Uani 1 1 d . . .
H10 H 0.4025 0.9003 0.0444 0.137 Uiso 1 1 calc R . .
C11 C 0.408(2) 0.626(4) 0.0579(7) 0.108(8) Uani 1 1 d . . .
H9 H 0.4783 0.6055 0.0419 0.129 Uiso 1 1 calc R . .
C12 C 0.358(3) 0.462(3) 0.0765(7) 0.107(7) Uani 1 1 d . . .
H8 H 0.3853 0.3346 0.0720 0.128 Uiso 1 1 calc R . .
C13 C 0.262(3) 0.513(4) 0.1027(7) 0.123(8) Uani 1 1 d . . .
H7 H 0.2249 0.4114 0.1168 0.147 Uiso 1 1 calc R . .
C14 C 0.1737(15) 0.200(2) 0.3426(6) 0.054(5) Uani 1 1 d . . .
H27 H 0.2572 0.2540 0.3464 0.065 Uiso 1 1 calc R . .
H28 H 0.1780 0.0616 0.3486 0.065 Uiso 1 1 calc R . .
C15 C 0.0862(17) 0.295(3) 0.3722(5) 0.056(5) Uani 1 1 d . . .
H25 H 0.0032 0.2386 0.3692 0.068 Uiso 1 1 calc R . .
H26 H 0.0797 0.4335 0.3659 0.068 Uiso 1 1 calc R . .
C16 C 0.1268(17) 0.275(3) 0.4159(8) 0.088(10) Uani 1 1 d . . .
H23 H 0.1117 0.1423 0.4249 0.106 Uiso 1 1 calc R . .
H24 H 0.2161 0.3015 0.4182 0.106 Uiso 1 1 calc R . .
C17 C 0.055(2) 0.414(4) 0.4414(6) 0.082(6) Uani 1 1 d . . .
C18 C 0.092(2) 0.600(4) 0.4501(7) 0.102(7) Uani 1 1 d . . .
H22 H 0.1663 0.6509 0.4398 0.122 Uiso 1 1 calc R . .
C19 C 0.015(3) 0.714(4) 0.4746(8) 0.139(10) Uani 1 1 d . . .
H21 H 0.0344 0.8450 0.4787 0.167 Uiso 1 1 calc R . .
C20 C -0.085(3) 0.638(5) 0.4921(8) 0.121(11) Uani 1 1 d . . .
H20 H -0.1324 0.7140 0.5097 0.145 Uiso 1 1 calc R . .
C21 C -0.119(3) 0.455(5) 0.4848(8) 0.125(11) Uani 1 1 d . . .
H19 H -0.1927 0.4066 0.4963 0.150 Uiso 1 1 calc R . .
C22 C -0.048(3) 0.330(4) 0.4599(8) 0.118(9) Uani 1 1 d . . .
H18 H -0.0689 0.1996 0.4562 0.142 Uiso 1 1 calc R . .
C6 C 0.1570(18) 0.730(2) 0.1822(6) 0.069(7) Uani 1 1 d . . .
H14 H 0.1748 0.5945 0.1887 0.083 Uiso 1 1 calc R . .
H15 H 0.2340 0.8039 0.1855 0.083 Uiso 1 1 calc R . .
C7 C 0.116(2) 0.742(4) 0.1396(6) 0.106(12) Uani 1 1 d . . .
H12 H 0.0864 0.8740 0.1344 0.127 Uiso 1 1 calc R . .
H13 H 0.0456 0.6541 0.1357 0.127 Uiso 1 1 calc R . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 O1 2.019(10) . ?
Pd1 O3 2.019(9) . ?
Pd1 N1 2.057(12) . ?
Pd1 N2 2.059(14) . ?
O1 C1 1.251(15) . ?
O2 C1 1.224(14) . ?
O3 C3 1.319(17) . ?
O4 C3 1.216(16) . ?
N1 C5 1.51(2) . ?
N1 H1A 0.9000 . ?
N1 H1B 0.9000 . ?
N2 C14 1.464(19) . ?
N2 H2A 0.9000 . ?
N2 H2B 0.9000 . ?
C1 C2 1.55(2) . ?
C2 H1 0.9600 . ?
C2 H2 0.9600 . ?
C2 H3 0.9600 . ?
C3 C4 1.48(2) . ?
C4 H4 0.9600 . ?
C4 H5 0.9600 . ?
C4 H6 0.9600 . ?
C5 C6 1.48(2) . ?
C5 H16 0.9700 . ?
C5 H17 0.9700 . ?
C8 C13 1.34(3) . ?
C8 C9 1.38(3) . ?
C8 C7 1.52(3) . ?
C9 C10 1.40(3) . ?
C9 H11 0.9300 . ?
C10 C11 1.27(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.39(3) . ?
C11 H9 0.9300 . ?
C12 C13 1.39(3) . ?
C12 H8 0.9300 . ?
C13 H7 0.9300 . ?
C14 C15 1.51(2) . ?
C14 H27 0.9700 . ?
C14 H28 0.9700 . ?
C15 C16 1.54(3) . ?
C15 H25 0.9700 . ?
C15 H26 0.9700 . ?
C16 C17 1.49(3) . ?
C16 H23 0.9700 . ?
C16 H24 0.9700 . ?
C17 C18 1.36(3) . ?
C17 C22 1.39(3) . ?
C18 C19 1.40(3) . ?
C18 H22 0.9300 . ?
C19 C20 1.32(3) . ?
C19 H21 0.9300 . ?
C20 C21 1.33(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.41(3) . ?
C21 H19 0.9300 . ?
C22 H18 0.9300 . ?
C6 C7 1.50(2) . ?
C6 H14 0.9700 . ?
C6 H15 0.9700 . ?
C7 H12 0.9700 . ?
C7 H13 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Pd1 O3 179.4(5) . . ?
O1 Pd1 N1 85.3(5) . . ?
O3 Pd1 N1 94.3(5) . . ?
O1 Pd1 N2 95.4(5) . . ?
O3 Pd1 N2 85.0(5) . . ?
N1 Pd1 N2 179.3(8) . . ?
C1 O1 Pd1 118.3(9) . . ?
C3 O3 Pd1 116.8(9) . . ?
C5 N1 Pd1 122.4(11) . . ?
C5 N1 H1A 106.7 . . ?
Pd1 N1 H1A 106.7 . . ?
C5 N1 H1B 106.7 . . ?
Pd1 N1 H1B 106.7 . . ?
H1A N1 H1B 106.6 . . ?
C14 N2 Pd1 119.7(12) . . ?
C14 N2 H2A 107.4 . . ?
Pd1 N2 H2A 107.4 . . ?
C14 N2 H2B 107.4 . . ?
Pd1 N2 H2B 107.4 . . ?
H2A N2 H2B 106.9 . . ?
O2 C1 O1 125.3(14) . . ?
O2 C1 C2 118.9(14) . . ?
O1 C1 C2 115.8(15) . . ?
C1 C2 H1 109.5 . . ?
C1 C2 H2 109.5 . . ?
H1 C2 H2 109.5 . . ?
C1 C2 H3 109.5 . . ?
H1 C2 H3 109.5 . . ?
H2 C2 H3 109.5 . . ?
O4 C3 O3 124.9(13) . . ?
O4 C3 C4 124.0(16) . . ?
O3 C3 C4 111.2(14) . . ?
C3 C4 H4 109.5 . . ?
C3 C4 H5 109.5 . . ?
H4 C4 H5 109.5 . . ?
C3 C4 H6 109.5 . . ?
H4 C4 H6 109.5 . . ?
H5 C4 H6 109.5 . . ?
C6 C5 N1 109.9(14) . . ?
C6 C5 H16 109.7 . . ?
N1 C5 H16 109.7 . . ?
C6 C5 H17 109.7 . . ?
N1 C5 H17 109.7 . . ?
H16 C5 H17 108.2 . . ?
C13 C8 C9 116(2) . . ?
C13 C8 C7 125(3) . . ?
C9 C8 C7 119(3) . . ?
C8 C9 C10 121(3) . . ?
C8 C9 H11 119.4 . . ?
C10 C9 H11 119.5 . . ?
C11 C10 C9 117(3) . . ?
C11 C10 H10 121.3 . . ?
C9 C10 H10 121.3 . . ?
C10 C11 C12 127(3) . . ?
C10 C11 H9 116.3 . . ?
C12 C11 H9 116.3 . . ?
C11 C12 C13 111(2) . . ?
C11 C12 H8 124.4 . . ?
C13 C12 H8 124.4 . . ?
C8 C13 C12 127(3) . . ?
C8 C13 H7 116.6 . . ?
C12 C13 H7 116.6 . . ?
N2 C14 C15 115.6(14) . . ?
N2 C14 H27 108.4 . . ?
C15 C14 H27 108.4 . . ?
N2 C14 H28 108.4 . . ?
C15 C14 H28 108.4 . . ?
H27 C14 H28 107.4 . . ?
C14 C15 C16 114.7(17) . . ?
C14 C15 H25 108.6 . . ?
C16 C15 H25 108.6 . . ?
C14 C15 H26 108.6 . . ?
C16 C15 H26 108.6 . . ?
H25 C15 H26 107.6 . . ?
C17 C16 C15 110.4(16) . . ?
C17 C16 H23 109.6 . . ?
C15 C16 H23 109.6 . . ?
C17 C16 H24 109.5 . . ?
C15 C16 H24 109.6 . . ?
H23 C16 H24 108.1 . . ?
C18 C17 C22 121(2) . . ?
C18 C17 C16 125(3) . . ?
C22 C17 C16 114(3) . . ?
C17 C18 C19 119(3) . . ?
C17 C18 H22 120.6 . . ?
C19 C18 H22 120.7 . . ?
C20 C19 C18 121(3) . . ?
C20 C19 H21 119.5 . . ?
C18 C19 H21 119.4 . . ?
C19 C20 C21 120(3) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.8 . . ?
C20 C21 C22 122(3) . . ?
C20 C21 H19 119.0 . . ?
C22 C21 H19 119.0 . . ?
C17 C22 C21 116(3) . . ?
C17 C22 H18 121.9 . . ?
C21 C22 H18 121.8 . . ?
C5 C6 C7 112.5(17) . . ?
C5 C6 H14 109.1 . . ?
C7 C6 H14 109.1 . . ?
C5 C6 H15 109.1 . . ?
C7 C6 H15 109.1 . . ?
H14 C6 H15 107.8 . . ?
C6 C7 C8 114.6(18) . . ?
C6 C7 H12 108.6 . . ?
C8 C7 H12 108.6 . . ?
C6 C7 H13 108.6 . . ?
C8 C7 H13 108.6 . . ?
H12 C7 H13 107.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 Pd1 O1 C1 -66(41) . . . . ?
N1 Pd1 O1 C1 -105.4(10) . . . . ?
N2 Pd1 O1 C1 74.7(10) . . . . ?
O1 Pd1 O3 C3 -117(41) . . . . ?
N1 Pd1 O3 C3 -77.2(10) . . . . ?
N2 Pd1 O3 C3 102.7(10) . . . . ?
O1 Pd1 N1 C5 164.4(12) . . . . ?
O3 Pd1 N1 C5 -15.2(12) . . . . ?
N2 Pd1 N1 C5 -19(68) . . . . ?
O1 Pd1 N2 C14 18.7(12) . . . . ?
O3 Pd1 N2 C14 -161.6(12) . . . . ?
N1 Pd1 N2 C14 -157(67) . . . . ?
Pd1 O1 C1 O2 -0.3(19) . . . . ?
Pd1 O1 C1 C2 -179.8(11) . . . . ?
Pd1 O3 C3 O4 4.7(19) . . . . ?
Pd1 O3 C3 C4 -176.0(10) . . . . ?
Pd1 N1 C5 C6 -66.4(18) . . . . ?
C13 C8 C9 C10 2(3) . . . . ?
C7 C8 C9 C10 179.2(19) . . . . ?
C8 C9 C10 C11 -5(4) . . . . ?
C9 C10 C11 C12 8(4) . . . . ?
C10 C11 C12 C13 -6(4) . . . . ?
C9 C8 C13 C12 0(3) . . . . ?
C7 C8 C13 C12 -177.4(19) . . . . ?
C11 C12 C13 C8 2(3) . . . . ?
Pd1 N2 C14 C15 58.6(18) . . . . ?
N2 C14 C15 C16 -178.1(15) . . . . ?
C14 C15 C16 C17 165.3(18) . . . . ?
C15 C16 C17 C18 -90(2) . . . . ?
C15 C16 C17 C22 97(2) . . . . ?
C22 C17 C18 C19 -7(3) . . . . ?
C16 C17 C18 C19 -180(2) . . . . ?
C17 C18 C19 C20 6(4) . . . . ?
C18 C19 C20 C21 -4(4) . . . . ?
C19 C20 C21 C22 3(4) . . . . ?
C18 C17 C22 C21 6(3) . . . . ?
C16 C17 C22 C21 180(2) . . . . ?
C20 C21 C22 C17 -4(4) . . . . ?
N1 C5 C6 C7 175.3(15) . . . . ?
C5 C6 C7 C8 172(2) . . . . ?
C13 C8 C7 C6 72(3) . . . . ?
C9 C8 C7 C6 -105(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.966
_diffrn_reflns_theta_full        21.96
_diffrn_measured_fraction_theta_full 0.966
_refine_diff_density_max         0.485
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.072
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_I
_database_code_depnum_ccdc_archive 'CCDC 1060510'
_audit_update_record             
;
2015-04-20 deposited with the CCDC.
2015-11-11 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C18 H26 Cl2 N2 Pd1'
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C18 H26 Cl2 N2 Pd1'
_chemical_formula_weight         447.7
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_space_group_name_Hall  '-P -2xab;-2ybc;-2zac'
_symmetry_Int_Tables_number      61

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,-y,z+1/2
3 -x,y+1/2,-z+1/2
4 x+1/2,-y+1/2,-z
5 -x,-y,-z
6 x+1/2,y,-z+1/2
7 x,-y+1/2,z+1/2
8 -x+1/2,y+1/2,z

_cell_length_a                   9.0679(3)
_cell_length_b                   8.3144(3)
_cell_length_c                   26.1253(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1969.69(13)

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
? ? ? ? ? ? ? ? ? ? ?

_cell_formula_units_Z            4

_cell_measurement_reflns_used    6150
_cell_measurement_theta_min      3.37
_cell_measurement_theta_max      67.12
_cell_measurement_temperature    120.00(10)
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.5098
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             912

_exptl_absorpt_coefficient_mu    10.094
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.334
_exptl_crystal_size_mid          0.305
_exptl_crystal_size_min          0.127
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            yellow
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
   CrysAlisPro, Agilent Technologies, Version 1.171.37.33a	
   Analytical numeric absorption correction based on crystal shape
;
_exptl_absorpt_correction_T_min  0.084
_exptl_absorpt_correction_T_max  0.367
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      120
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3745
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            11756
_diffrn_reflns_theta_min         3.38
_diffrn_reflns_theta_max         67.2
_diffrn_reflns_theta_full        67.2
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measured_fraction_theta_full 0.99
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_unetI/netI     0.0085
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
; ?
;

_reflns_number_total             1742
_reflns_number_gt                1546
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef F
_refine_ls_R_factor_gt           0.0194
_refine_ls_wR_factor_gt          0.0288
_refine_ls_R_factor_all          0.0220
_refine_ls_wR_factor_ref         0.0302
_refine_ls_goodness_of_fit_ref   1.88
_refine_ls_goodness_of_fit_gt    1.91
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         1742
_refine_ls_number_parameters     113
_refine_ls_number_restraints     1
_refine_ls_number_constraints    46
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(F)+0.0001F²)
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          0.0178
_refine_ls_shift/su_mean         0.0019
_refine_diff_density_max         0.25
_refine_diff_density_min         -0.44
_refine_ls_extinction_method     
'B-C type 1 Gaussian isotropic (Becker & Coppens, 1974)'
_refine_ls_extinction_coef       2410(90)
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
Cl 0.3639 0.7018 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0311 0.0180 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
Pd 0.1215 3.9337 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33a (release 28-03-2014 CrysAlis171 .NET)
(compiled Mar 28 2014,12:25:20)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33a (release 28-03-2014 CrysAlis171 .NET)
(compiled Mar 28 2014,12:25:20)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33a (release 28-03-2014 CrysAlis171 .NET)
(compiled Mar 28 2014,12:25:20)
;
_computing_structure_solution    ?
_computing_structure_refinement  ?
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_restr_distance_atom_site_label_1
_restr_distance_site_symmetry_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
? ? ? ? ? ?

loop_
_restr_angle_atom_site_label_1
_restr_angle_site_symmetry_1
_restr_angle_atom_site_label_2
_restr_angle_site_symmetry_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_torsion_atom_site_label_1
_restr_torsion_site_symmetry_1
_restr_torsion_atom_site_label_2
_restr_torsion_site_symmetry_2
_restr_torsion_atom_site_label_3
_restr_torsion_site_symmetry_3
_restr_torsion_atom_site_label_4
_restr_torsion_site_symmetry_4
_restr_torsion_angle_target
_restr_torsion_weight_param
? ? ? ? ? ? ? ? ? ?

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_site_symmetry_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
N1 . H1n1 . 1 0.001
N1 . H2n1 . 1 0.001

loop_
_restr_equal_angle_atom_site_label_1
_restr_equal_angle_site_symmetry_1
_restr_equal_angle_atom_site_label_2
_restr_equal_angle_site_symmetry_2
_restr_equal_angle_atom_site_label_3
_restr_equal_angle_site_symmetry_3
_restr_equal_angle_class_class_id
_restr_equal_angle_class_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_equal_torsion_atom_site_label_1
_restr_equal_torsion_site_symmetry_1
_restr_equal_torsion_atom_site_label_2
_restr_equal_torsion_site_symmetry_2
_restr_equal_torsion_atom_site_label_3
_restr_equal_torsion_site_symmetry_3
_restr_equal_torsion_atom_site_label_4
_restr_equal_torsion_site_symmetry_4
_restr_equal_torsion_class_class_id
_restr_equal_torsion_class_target_weight_param
? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0 0 0.5 Uani 0.01525(9) 4 1 d . . .
Cl1 Cl 0.24747(5) 0.00295(4) 0.519813(17) Uani 0.02161(15) 8 1 d . . .
N1 N -0.01408(14) -0.21688(18) 0.53586(6) Uani 0.0183(4) 8 1 d . . .
C1 C -0.0672(2) -0.6313(2) 0.64650(6) Uani 0.0245(5) 8 1 d . . .
C2 C -0.1560(2) -0.6600(2) 0.68878(7) Uani 0.0269(5) 8 1 d . . .
C3 C -0.1254(2) -0.7854(2) 0.72218(7) Uani 0.0321(6) 8 1 d . . .
C4 C -0.0062(2) -0.8839(2) 0.71342(8) Uani 0.0339(6) 8 1 d . . .
C5 C 0.0822(2) -0.8579(2) 0.67156(8) Uani 0.0354(6) 8 1 d . . .
C6 C 0.0524(2) -0.7323(2) 0.63802(7) Uani 0.0311(6) 8 1 d . . .
C7 C -0.0976(2) -0.49020(19) 0.61167(8) Uani 0.0330(6) 8 1 d . . .
C8 C 0.00011(18) -0.3467(2) 0.62321(7) Uani 0.0249(6) 8 1 d . . .
C9 C -0.0360(2) -0.1977(2) 0.59198(7) Uani 0.0291(6) 8 1 d . . .
H1c2 H -0.239824 -0.592252 0.694998 Uiso 0.0323 8 1 d . . .
H1c3 H -0.187407 -0.803392 0.7514 Uiso 0.0386 8 1 d . . .
H1c4 H 0.01524 -0.97059 0.736529 Uiso 0.0407 8 1 d . . .
H1c5 H 0.165093 -0.926983 0.665415 Uiso 0.0424 8 1 d . . .
H1c6 H 0.114846 -0.715242 0.608838 Uiso 0.0374 8 1 d . . .
H1c7 H -0.199205 -0.459263 0.614733 Uiso 0.0396 8 1 d . . .
H2c7 H -0.08394 -0.522396 0.576699 Uiso 0.0396 8 1 d . . .
H1c8 H -0.00575 -0.321477 0.659015 Uiso 0.0299 8 1 d . . .
H2c8 H 0.101454 -0.375645 0.617914 Uiso 0.0299 8 1 d . . .
H1c9 H -0.135893 -0.165641 0.598605 Uiso 0.0349 8 1 d . . .
H2c9 H 0.021876 -0.108834 0.604067 Uiso 0.0349 8 1 d . . .
H1n1 H -0.0878(18) -0.272(2) 0.5240(7) Uiso 0.0219 8 1 d . . .
H2n1 H 0.0682(17) -0.267(2) 0.5301(7) Uiso 0.0219 8 1 d . . .


loop_
_jana_atom_site_ADP_C_label
_jana_atom_site_ADP_C_type_symbol
_jana_atom_site_ADP_C_111
_jana_atom_site_ADP_C_112
_jana_atom_site_ADP_C_113
_jana_atom_site_ADP_C_122
_jana_atom_site_ADP_C_123
_jana_atom_site_ADP_C_133
_jana_atom_site_ADP_C_222
_jana_atom_site_ADP_C_223
_jana_atom_site_ADP_C_233
_jana_atom_site_ADP_C_333
? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_D_label
_jana_atom_site_ADP_D_type_symbol
_jana_atom_site_ADP_D_1111
_jana_atom_site_ADP_D_1112
_jana_atom_site_ADP_D_1113
_jana_atom_site_ADP_D_1122
_jana_atom_site_ADP_D_1123
_jana_atom_site_ADP_D_1133
_jana_atom_site_ADP_D_1222
_jana_atom_site_ADP_D_1223
_jana_atom_site_ADP_D_1233
_jana_atom_site_ADP_D_1333
_jana_atom_site_ADP_D_2222
_jana_atom_site_ADP_D_2223
_jana_atom_site_ADP_D_2233
_jana_atom_site_ADP_D_2333
_jana_atom_site_ADP_D_3333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_E_label
_jana_atom_site_ADP_E_type_symbol
_jana_atom_site_ADP_E_11111
_jana_atom_site_ADP_E_11112
_jana_atom_site_ADP_E_11113
_jana_atom_site_ADP_E_11122
_jana_atom_site_ADP_E_11123
_jana_atom_site_ADP_E_11133
_jana_atom_site_ADP_E_11222
_jana_atom_site_ADP_E_11223
_jana_atom_site_ADP_E_11233
_jana_atom_site_ADP_E_11333
_jana_atom_site_ADP_E_12222
_jana_atom_site_ADP_E_12223
_jana_atom_site_ADP_E_12233
_jana_atom_site_ADP_E_12333
_jana_atom_site_ADP_E_13333
_jana_atom_site_ADP_E_22222
_jana_atom_site_ADP_E_22223
_jana_atom_site_ADP_E_22233
_jana_atom_site_ADP_E_22333
_jana_atom_site_ADP_E_23333
_jana_atom_site_ADP_E_33333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_F_label
_jana_atom_site_ADP_F_type_symbol
_jana_atom_site_ADP_F_111111
_jana_atom_site_ADP_F_111112
_jana_atom_site_ADP_F_111113
_jana_atom_site_ADP_F_111122
_jana_atom_site_ADP_F_111123
_jana_atom_site_ADP_F_111133
_jana_atom_site_ADP_F_111222
_jana_atom_site_ADP_F_111223
_jana_atom_site_ADP_F_111233
_jana_atom_site_ADP_F_111333
_jana_atom_site_ADP_F_112222
_jana_atom_site_ADP_F_112223
_jana_atom_site_ADP_F_112233
_jana_atom_site_ADP_F_112333
_jana_atom_site_ADP_F_113333
_jana_atom_site_ADP_F_122222
_jana_atom_site_ADP_F_122223
_jana_atom_site_ADP_F_122233
_jana_atom_site_ADP_F_122333
_jana_atom_site_ADP_F_123333
_jana_atom_site_ADP_F_133333
_jana_atom_site_ADP_F_222222
_jana_atom_site_ADP_F_222223
_jana_atom_site_ADP_F_222233
_jana_atom_site_ADP_F_222333
_jana_atom_site_ADP_F_223333
_jana_atom_site_ADP_F_233333
_jana_atom_site_ADP_F_333333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Pd1 Cl1 . . 2.3031(5) ?
Pd1 Cl1 . 5_556 2.3031(5) ?
Pd1 N1 . . 2.0361(15) ?
Pd1 N1 . 5_556 2.0361(15) ?
Cl1 N1 . . 3.0235(14) ?
Cl1 N1 . 5_556 3.1239(14) ?
Cl1 N1 . 8_555 3.3834(14) ?
N1 C9 . . 1.488(2) ?
N1 H1n1 . . 0.866(17) ?
N1 H2n1 . . 0.866(16) ?
C1 C2 . . 1.388(2) ?
C1 C6 . . 1.389(3) ?
C1 C7 . . 1.510(2) ?
C2 C3 . . 1.387(3) ?
C2 H1c2 . . 0.96 ?
C3 C4 . . 1.375(3) ?
C3 H1c3 . . 0.96 ?
C4 C5 . . 1.373(3) ?
C4 H1c4 . . 0.96 ?
C5 C6 . . 1.390(3) ?
C5 H1c5 . . 0.96 ?
C6 H1c6 . . 0.96 ?
C7 C8 . . 1.516(3) ?
C7 H1c7 . . 0.96 ?
C7 H2c7 . . 0.96 ?
C8 C9 . . 1.519(3) ?
C8 H1c8 . . 0.96 ?
C8 H2c8 . . 0.96 ?
C9 H1c9 . . 0.96 ?
C9 H2c9 . . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl1 Pd1 Cl1 . . 5_556 180.0(5) ?
Cl1 Pd1 N1 . . . 88.12(4) ?
Cl1 Pd1 N1 . . 5_556 91.88(4) ?
Cl1 Pd1 N1 5_556 . . 91.88(4) ?
Cl1 Pd1 N1 5_556 . 5_556 88.12(4) ?
N1 Pd1 N1 . . 5_556 180.0(5) ?
Pd1 Cl1 N1 . . 8_555 137.01(3) ?
N1 Cl1 N1 . . 5_556 82.96(4) ?
N1 Cl1 N1 . . 8_555 163.65(4) ?
N1 Cl1 N1 5_556 . 8_555 98.61(4) ?
Pd1 N1 Cl1 . . 8_545 120.52(5) ?
Pd1 N1 C9 . . . 111.53(11) ?
Pd1 N1 H1n1 . . . 110.4(12) ?
Pd1 N1 H2n1 . . . 106.7(12) ?
Cl1 N1 Cl1 . . 5_556 97.04(4) ?
Cl1 N1 Cl1 . . 8_545 80.71(3) ?
Cl1 N1 C9 . . . 100.18(10) ?
Cl1 N1 H1n1 . . . 150.9(12) ?
Cl1 N1 H2n1 . . . 65.7(12) ?
Cl1 N1 Cl1 5_556 . 8_545 144.93(5) ?
Cl1 N1 C9 5_556 . . 107.90(10) ?
Cl1 N1 H1n1 5_556 . . 67.0(12) ?
Cl1 N1 H2n1 5_556 . . 140.7(13) ?
Cl1 N1 C9 8_545 . . 106.93(10) ?
Cl1 N1 H1n1 8_545 . . 98.4(12) ?
C9 N1 H1n1 . . . 107.8(12) ?
C9 N1 H2n1 . . . 109.7(13) ?
H1n1 N1 H2n1 . . . 110.6(17) ?
C2 C1 C6 . . . 118.42(16) ?
C2 C1 C7 . . . 120.48(16) ?
C6 C1 C7 . . . 121.07(16) ?
C1 C2 C3 . . . 120.91(17) ?
C1 C2 H1c2 . . . 119.55 ?
C3 C2 H1c2 . . . 119.55 ?
C2 C3 C4 . . . 120.01(17) ?
C2 C3 H1c3 . . . 120 ?
C4 C3 H1c3 . . . 120 ?
C3 C4 C5 . . . 119.82(18) ?
C3 C4 H1c4 . . . 120.09 ?
C5 C4 H1c4 . . . 120.09 ?
C4 C5 C6 . . . 120.52(18) ?
C4 C5 H1c5 . . . 119.74 ?
C6 C5 H1c5 . . . 119.74 ?
C1 C6 C5 . . . 120.33(18) ?
C1 C6 H1c6 . . . 119.84 ?
C5 C6 H1c6 . . . 119.83 ?
C1 C7 C8 . . . 112.62(17) ?
C1 C7 H1c7 . . . 109.47 ?
C1 C7 H2c7 . . . 109.47 ?
C8 C7 H1c7 . . . 109.47 ?
C8 C7 H2c7 . . . 109.47 ?
H1c7 C7 H2c7 . . . 106.13 ?
C7 C8 C9 . . . 114.13(15) ?
C7 C8 H1c8 . . . 109.47 ?
C7 C8 H2c8 . . . 109.47 ?
C9 C8 H1c8 . . . 109.47 ?
C9 C8 H2c8 . . . 109.47 ?
H1c8 C8 H2c8 . . . 104.38 ?
N1 C9 C8 . . . 114.41(14) ?
N1 C9 H1c9 . . . 109.47 ?
N1 C9 H2c9 . . . 109.47 ?
C8 C9 H1c9 . . . 109.47 ?
C8 C9 H2c9 . . . 109.47 ?
H1c9 C9 H2c9 . . . 104.03 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
? ? ? ? ? ? ? ? ? ? ?

